# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Jun  1 10:51:21 2020
#   Inital geometry file: a 65 line input string
#   Ligand name: 2-[(3S)-5-fluoranyl-2-oxidanylidene-1,3-dihydroindol-3-yl]ethanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)C[C@@H]1C(=O)Nc2ccc(F)cc12
#
data_comp_list
loop_
_chem_comp.id
_chem_comp.three_letter_code
_chem_comp.name
_chem_comp.group
_chem_comp.number_atoms_all
_chem_comp.number_atoms_nh
_chem_comp.desc_level
_chem_comp.initial_date
_chem_comp.modified_date
_chem_comp.source
 WQS  WQS  '2-[(3S)-5-fluoranyl-2-oxidanylidene-1,3-dihydroindol-3-yl]ethanoic acid'  ligand  23  15  .  2021-08-24  2021-08-24  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_WQS
loop_
_chem_comp_atom.comp_id
_chem_comp_atom.atom_id
_chem_comp_atom.type_symbol
_chem_comp_atom.type_energy
_chem_comp_atom.charge
_chem_comp_atom.partial_charge
_chem_comp_atom.x
_chem_comp_atom.y
_chem_comp_atom.z
 WQS  C01   C  CH2   0  -0.569   1.5189   1.0605  -0.3260
 WQS  C02   C  CR15  0  -0.458   0.7316   0.0219   0.4652
 WQS  C03   C  CR5   0   0.556   1.1220  -1.3977   0.0556
 WQS  N04   N  NR15  0  -0.740  -0.0230  -2.0605  -0.2532
 WQS  C05   C  CR56  0   0.379  -1.1414  -1.2362  -0.1801
 WQS  C06   C  CR16  0  -0.287  -2.4610  -1.5356  -0.4544
 WQS  C07   C  CR16  0  -0.424  -3.4035  -0.5193  -0.3126
 WQS  C08   C  CR6   0   0.528  -2.9991   0.7375   0.0926
 WQS  C09   C  CR16  0  -0.487  -1.6758   1.0451   0.3745
 WQS  C10   C  CR56  0   0.082  -0.7480   0.0355   0.2317
 WQS  F11   F  F     0  -0.321  -3.9244   1.7062   0.2200
 WQS  O12   O  O     0  -0.447   2.2486  -1.8429  -0.0050
 WQS  C13   C  C     0   0.555   2.9765   1.0850   0.0605
 WQS  O14   O  O     0  -0.444   3.3798   0.9723   1.1906
 WQS  O15   O  OH1   0  -0.588   3.7675   1.3030  -0.9806
 WQS  H011  H  HCH2  0   0.287   1.3974   0.9070  -1.3986
 WQS  H012  H  HCH2  0   0.310   1.1228   2.0566  -0.1046
 WQS  H02   H  HCR5  0   0.328   0.9465   0.1394   1.5334
 WQS  H04   H  HNR5  0   0.415  -0.0396  -3.0157  -0.5782
 WQS  H06   H  HCR6  0   0.281  -2.7663  -2.5229  -0.7731
 WQS  H07   H  HCR6  0   0.284  -4.4476  -0.7127  -0.5195
 WQS  H09   H  HCR6  0   0.279  -1.3930   2.0406   0.6935
 WQS  H15   H  HOH1  0   0.481   4.6900   1.3625  -0.6889

loop_
_chem_comp_bond.comp_id
_chem_comp_bond.atom_id_1
_chem_comp_bond.atom_id_2
_chem_comp_bond.type
_chem_comp_bond.value_dist
_chem_comp_bond.value_dist_esd
_chem_comp_bond.value_dist_neutron
 WQS  C01  C02   single    1.525  0.020  1.525
 WQS  C01  C13   single    1.508  0.020  1.508
 WQS  C02  C03   single    1.528  0.020  1.528
 WQS  C02  C10   single    1.498  0.020  1.498
 WQS  C03  N04   single    1.359  0.020  1.359
 WQS  C03  O12   double    1.213  0.020  1.213
 WQS  N04  C05   single    1.391  0.020  1.391
 WQS  C05  C06   aromatic  1.381  0.020  1.381
 WQS  C05  C10   aromatic  1.393  0.020  1.393
 WQS  C06  C07   aromatic  1.393  0.020  1.393
 WQS  C07  C08   aromatic  1.381  0.020  1.381
 WQS  C08  C09   aromatic  1.388  0.020  1.388
 WQS  C08  F11   single    1.346  0.020  1.346
 WQS  C09  C10   aromatic  1.379  0.020  1.379
 WQS  C13  O14   double    1.205  0.020  1.205
 WQS  C13  O15   single    1.326  0.020  1.326
 WQS  C01  H011  single    0.970  0.020  1.090
 WQS  C01  H012  single    0.970  0.020  1.090
 WQS  C02  H02   single    0.970  0.020  1.090
 WQS  N04  H04   single    0.860  0.020  1.020
 WQS  C06  H06   single    0.930  0.020  1.080
 WQS  C07  H07   single    0.930  0.020  1.080
 WQS  C09  H09   single    0.930  0.020  1.080
 WQS  O15  H15   single    0.850  0.020  0.980

loop_
_chem_comp_angle.comp_id
_chem_comp_angle.atom_id_1
_chem_comp_angle.atom_id_2
_chem_comp_angle.atom_id_3
_chem_comp_angle.value_angle
_chem_comp_angle.value_angle_esd
 WQS  H012  C01  H011  106.66  3.000
 WQS  H012  C01  C13   106.45  3.000
 WQS  H011  C01  C13   111.23  3.000
 WQS  H012  C01  C02   109.15  3.000
 WQS  H011  C01  C02   110.92  3.000
 WQS  C13   C01  C02   112.16  3.000
 WQS  H02   C02  C10   110.16  3.000
 WQS  H02   C02  C03   108.11  3.000
 WQS  C10   C02  C03   102.65  3.000
 WQS  H02   C02  C01   109.36  3.000
 WQS  C10   C02  C01   115.02  3.000
 WQS  C03   C02  C01   111.21  3.000
 WQS  O12   C03  N04   126.33  3.000
 WQS  O12   C03  C02   126.28  3.000
 WQS  N04   C03  C02   107.38  3.000
 WQS  H04   N04  C05   124.37  3.000
 WQS  H04   N04  C03   123.29  3.000
 WQS  C05   N04  C03   112.12  3.000
 WQS  C10   C05  C06   121.77  3.000
 WQS  C10   C05  N04   109.22  3.000
 WQS  C06   C05  N04   129.01  3.000
 WQS  H06   C06  C07   120.33  3.000
 WQS  H06   C06  C05   121.76  3.000
 WQS  C07   C06  C05   117.91  3.000
 WQS  H07   C07  C08   120.09  3.000
 WQS  H07   C07  C06   120.20  3.000
 WQS  C08   C07  C06   119.71  3.000
 WQS  F11   C08  C09   118.48  3.000
 WQS  F11   C08  C07   118.79  3.000
 WQS  C09   C08  C07   122.72  3.000
 WQS  H09   C09  C10   121.87  3.000
 WQS  H09   C09  C08   120.84  3.000
 WQS  C10   C09  C08   117.29  3.000
 WQS  C09   C10  C05   120.59  3.000
 WQS  C09   C10  C02   130.94  3.000
 WQS  C05   C10  C02   108.46  3.000
 WQS  O15   C13  O14   123.52  3.000
 WQS  O15   C13  C01   112.21  3.000
 WQS  O14   C13  C01   124.21  3.000
 WQS  H15   O15  C13   109.97  3.000

loop_
_chem_comp_tor.comp_id
_chem_comp_tor.id
_chem_comp_tor.atom_id_1
_chem_comp_tor.atom_id_2
_chem_comp_tor.atom_id_3
_chem_comp_tor.atom_id_4
_chem_comp_tor.value_angle
_chem_comp_tor.value_angle_esd
_chem_comp_tor.period
 WQS  CONST_01  C08  C07  C06  C05    0.00   0.0  0
 WQS  CONST_02  C08  C09  C10  C05    0.00   0.0  0
 WQS  CONST_03  C09  C10  C05  C06    0.00   0.0  0
 WQS  CONST_04  C09  C08  C07  C06    0.00   0.0  0
 WQS  CONST_05  C10  C05  C06  C07    0.00   0.0  0
 WQS  CONST_06  C10  C09  C08  C07    0.00   0.0  0
 WQS  CONST_07  C05  N04  C03  C02    0.00   0.0  0
 WQS  CONST_08  F11  C08  C07  C06  180.00   0.0  0
 WQS  CONST_09  F11  C08  C09  C10  180.00   0.0  0
 WQS  CONST_10  O12  C03  N04  C05  180.00   0.0  0
 WQS  CONST_11  H09  C09  C10  C02    0.00   0.0  0
 WQS  CONST_12  H06  C06  C05  N04    0.00   0.0  0
 WQS  CONST_13  H07  C07  C06  C05  180.00   0.0  0
 WQS  CONST_14  H04  N04  C03  C02  180.00   0.0  0
 WQS  CONST_15  H15  O15  C13  C01  180.00   0.0  0
 WQS  Var_01    O14  C13  C01  C02  -39.67  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 WQS  chir_01  C02  C01  C03  C10  positiv

loop_
_chem_comp_plane_atom.comp_id
_chem_comp_plane_atom.plane_id
_chem_comp_plane_atom.atom_id
_chem_comp_plane_atom.dist_esd
 WQS  plan-1  C02  0.020
 WQS  plan-1  C03  0.020
 WQS  plan-1  N04  0.020
 WQS  plan-1  C05  0.020
 WQS  plan-1  C06  0.020
 WQS  plan-1  C07  0.020
 WQS  plan-1  C08  0.020
 WQS  plan-1  C09  0.020
 WQS  plan-1  C10  0.020
 WQS  plan-1  F11  0.020
 WQS  plan-1  O12  0.020
 WQS  plan-1  H04  0.020
 WQS  plan-1  H06  0.020
 WQS  plan-1  H07  0.020
 WQS  plan-1  H09  0.020
 WQS  plan-2  C01  0.020
 WQS  plan-2  C13  0.020
 WQS  plan-2  O14  0.020
 WQS  plan-2  O15  0.020
 WQS  plan-2  H15  0.020

